Large Group Vacation Rentals in Anna Maria Island (4+ Bedrooms)

12 places to stay · Ad disclosure

Top Deal

Vacation Home

Fall Escape - 4Br+Pool+Img+Anna Maria Island

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4 bedrooms

Pool
$363 per night incl. taxes & fees Rate based on Dec 4 – Dec 11 Free cancellation 64% below similar 4-bedroom vacation homes View Deal Book on Trip.com

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Large Group Vacation Rentals in Anna Maria Island (4+ Bedrooms)

We list 12 large group vacation rentals in Anna Maria Island, about 19% of the places to stay we compare in Anna Maria Island. Nightly prices start at $363, and the typical stay is about $1,152 a night. They range from 4 to 10 bedrooms. They book on Trip.com, and the list above puts their stays side by side so you can compare photos, ratings and prices first.

Large Group Vacation Rentals in Anna Maria Island (4+ Bedrooms) FAQ

How much do large group vacation rentals in Anna Maria Island cost?

From $363 a night, and about $1,152 for a typical stay. These are sample rates for the dates on each stay; open a deal with your dates for the exact price, including fees and taxes.

How many large group vacation rentals in Anna Maria Island are there?

We compare 12 of them in Anna Maria Island right now. Add your dates above to see which are free when you want to go.

What else do large group vacation rentals in Anna Maria Island have?

Of these stays, 1 have a hot tub and 8 have a pool. Combine the filters above to narrow them down.

What should I check before booking?

Check how many guests each stay sleeps, not just its bedrooms, and the minimum stay: big cabins often need two or three nights.

How do I book?

Pick a stay and choose View Deal. You book directly on Trip.com, which handles payment, confirmation and support. 41 Vacations doesn’t charge you anything; we may earn a commission from the partner.

About Anna Maria Island

Anna Maria Island is a seven-mile barrier island on Florida’s Gulf coast, near Bradenton, with soft white sand, calm water and an old-Florida feel. There are no high-rises, just low-rise hotels, beach cottages and vacation rentals.
Where to stay

Anna Maria, at the north end, is the quietest, with rentals near the city pier and Bean Point.
Holmes Beach, in the middle, has the most places to stay plus restaurants and shops.
Bradenton Beach, at the south end, has hotels and rentals near Bridge Street and the historic pier.

Best times to visit

Best overall: April through May and late October through November: warm water, sunshine and fewer visitors than peak season.
Best value: Late summer through early fall usually has the lowest rates and the quietest beaches.
Busiest: February through April, when winter visitors and spring breakers arrive.
Weather to know: Expect hot, humid summers with afternoon storms. Hurricane season runs June through November.

Getting there
Sarasota Bradenton International Airport (SRQ) is about 30 minutes away, and Tampa International (TPA) is about an hour.
Tips for booking
Many island rentals have weekly or minimum-night stays, especially in season, so check the rules and the total price for your dates.

Flying in? Compare flights on CheapOAir

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